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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:51:07 UTC

Update Date

2022-03-07 02:55:01 UTC

HMDB ID

HMDB0036685

Secondary Accession Numbers

HMDB36685

Metabolite Identification

Common Name

2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one

Description

2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one has been detected, but not quantified in, fruits and quinces (Cydonia oblonga). This could make 2,2,6,7-tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0036685
     RDKit          3D
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.3006    0.3622   -0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.4032    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599    1.8175    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2507    2.8572    0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1172    1.7928    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852    0.5850    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438    0.0501   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    0.3348   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.7411    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -1.4300    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -1.9911    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607   -1.5111    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.3355    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241   -0.7216   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    1.0539    0.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -0.6389   -0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    0.8312   -1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296    0.0407    1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5907    2.6310    0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    0.6850   -1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284    1.1437   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690   -0.5780   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510    1.8099    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6995    0.7143    0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7495    0.2622    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148   -1.6690    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977   -1.9882   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -2.8461    1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111   -1.9491    1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -1.2463   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982    0.1928   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569   -1.4038   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 13  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END


  Mrv0541 05061309162D          

 14 15  0  0  0  0            999 V2000
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  1  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  2  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036685

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(=O)C=C2C1(C)C=CCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O/c1-9-10(14)8-11-12(2,3)6-5-7-13(9,11)4/h5,7-9H,6H2,1-4H3

> <INCHI_KEY>
KTDAEZJBJUWAPC-UHFFFAOYSA-N

> <FORMULA>
C13H18O

> <MOLECULAR_WEIGHT>
190.2814

> <EXACT_MASS>
190.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.035634313450252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-inden-2-one

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.065418842666667

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.3319500706407785

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
60.16000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4,4,7a-tetramethyl-1,5-dihydroinden-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036685
     RDKit          3D
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.3006    0.3622   -0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.4032    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599    1.8175    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2507    2.8572    0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1172    1.7928    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852    0.5850    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438    0.0501   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    0.3348   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.7411    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -1.4300    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -1.9911    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607   -1.5111    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.3355    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241   -0.7216   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    1.0539    0.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -0.6389   -0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    0.8312   -1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296    0.0407    1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5907    2.6310    0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    0.6850   -1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284    1.1437   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690   -0.5780   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510    1.8099    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6995    0.7143    0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7495    0.2622    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148   -1.6690    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977   -1.9882   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -2.8461    1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111   -1.9491    1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -1.2463   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982    0.1928   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569   -1.4038   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 13  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.914   5.562   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.934   5.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.429   0.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.320   2.843   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    6    7                                                       
CONECT    6    5   12                                                       
CONECT    7    5   13                                                       
CONECT    8   10   11                                                       
CONECT    9    1   10   13                                                  
CONECT   10    8    9   14                                                  
CONECT   11    8   12   13                                                  
CONECT   12    2    3    6   11                                             
CONECT   13    4    7    9   11                                             
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0036685
HETATM    1  C1  UNL     1      -3.301   0.362  -0.009  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.014   0.403   0.812  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.560   1.817   0.778  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.251   2.857   0.903  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.117   1.793   0.565  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.285   0.585   0.208  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.644   0.050  -0.119  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.979   0.335  -1.586  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.717   0.741   0.696  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.735  -1.430   0.081  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.665  -1.991   0.938  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.561  -1.511   0.994  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.896  -0.335   0.150  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.224  -0.722  -1.264  1.00  0.00           C  
HETATM   15  H1  UNL     1      -4.006   1.054   0.509  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.727  -0.639  -0.069  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.099   0.831  -1.000  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.230   0.041   1.829  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.591   2.631   0.671  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.025   0.685  -1.704  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.328   1.144  -1.986  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.869  -0.578  -2.204  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.451   1.810   0.815  1.00  0.00           H  
HETATM   24  H10 UNL     1       3.699   0.714   0.201  1.00  0.00           H  
HETATM   25  H11 UNL     1       2.750   0.262   1.707  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.715  -1.669   0.591  1.00  0.00           H  
HETATM   27  H13 UNL     1       1.798  -1.988  -0.884  1.00  0.00           H  
HETATM   28  H14 UNL     1       0.881  -2.846   1.561  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.311  -1.949   1.632  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.182  -1.246  -1.269  1.00  0.00           H  
HETATM   31  H17 UNL     1      -1.198   0.193  -1.880  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.457  -1.404  -1.665  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   13   18
CONECT    3    4    4    5
CONECT    5    6    6   19
CONECT    6    7   13
CONECT    7    8    9   10
CONECT    8   20   21   22
CONECT    9   23   24   25
CONECT   10   11   26   27
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14
CONECT   14   30   31   32
END

HMDB0036685
     RDKit          3D
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.3006    0.3622   -0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.4032    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599    1.8175    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2507    2.8572    0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1172    1.7928    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852    0.5850    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438    0.0501   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    0.3348   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.7411    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -1.4300    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -1.9911    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607   -1.5111    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.3355    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241   -0.7216   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    1.0539    0.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -0.6389   -0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    0.8312   -1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296    0.0407    1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5907    2.6310    0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    0.6850   -1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284    1.1437   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690   -0.5780   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510    1.8099    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6995    0.7143    0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7495    0.2622    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148   -1.6690    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977   -1.9882   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -2.8461    1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111   -1.9491    1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -1.2463   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982    0.1928   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569   -1.4038   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 13  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,4,5,7a-tetrahydro-1,4,4,7a-Tetramethyl-2H-inden-2-one, 9ci	HMDB
2,2,6,7-tetramethylbicyclo[4.3.0]Nona-1(9),4-dien	HMDB

Chemical Formula

C₁₃H₁₈O

Average Molecular Weight

190.2814

Monoisotopic Molecular Weight

190.135765198

IUPAC Name

1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-inden-2-one

Traditional Name

1,4,4,7a-tetramethyl-1,5-dihydroinden-2-one

CAS Registry Number

99901-22-1

SMILES

CC1C(=O)C=C2C1(C)C=CCC2(C)C

InChI Identifier

InChI=1S/C13H18O/c1-9-10(14)8-11-12(2,3)6-5-7-13(9,11)4/h5,7-9H,6H2,1-4H3

InChI Key

KTDAEZJBJUWAPC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036685)

Source

Endogenous

Endogenous (HMDB: HMDB0036685)

Plant

Plant (HMDB: HMDB0036685)

Exogenous

Food

Food (HMDB: HMDB0036685)

Fruit

Pome

Quince (FooDB: FOOD00069)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036685)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036685)

Role

Biological role

Energy source (HMDB: HMDB0036685)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036685)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	3.77	ALOGPS
logP	3.07	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.16 m³·mol⁻¹	ChemAxon
Polarizability	22.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.55	31661259
DarkChem	[M-H]-	139.916	31661259
DeepCCS	[M+H]+	147.723	30932474
DeepCCS	[M-H]-	145.328	30932474
DeepCCS	[M-2H]-	179.191	30932474
DeepCCS	[M+Na]+	153.977	30932474
AllCCS	[M+H]+	139.7	32859911
AllCCS	[M+H-H2O]+	135.6	32859911
AllCCS	[M+NH4]+	143.6	32859911
AllCCS	[M+Na]+	144.7	32859911
AllCCS	[M-H]-	147.9	32859911
AllCCS	[M+Na-2H]-	148.4	32859911
AllCCS	[M+HCOO]-	149.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one	CC1C(=O)C=C2C1(C)C=CCC2(C)C	2144.2	Standard polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one	CC1C(=O)C=C2C1(C)C=CCC2(C)C	1424.1	Standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one	CC1C(=O)C=C2C1(C)C=CCC2(C)C	1445.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)C=C2C(C)(C)CC=CC21C	1594.6	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)C=C2C(C)(C)CC=CC21C	1470.1	Standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(C)(C)CC=CC21C	1833.2	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(C)(C)CC=CC21C	1705.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-01xt-0900000000-17bffd7ca21b1bafdda6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 10V, Positive-QTOF	splash10-0006-0900000000-7c91cd61932b551050e4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 20V, Positive-QTOF	splash10-006x-1900000000-e682e1dcb4c52a3953c8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 40V, Positive-QTOF	splash10-0udi-9300000000-d955792af640da5f4ce7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 10V, Negative-QTOF	splash10-000i-0900000000-ded3eaef6af29c6c9a89	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 20V, Negative-QTOF	splash10-000i-0900000000-f0eab8ae2324b1cdb066	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 40V, Negative-QTOF	splash10-05gi-1900000000-478cafdbf7cbb08df9f8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 10V, Positive-QTOF	splash10-0006-0900000000-a14e2e875b7c0d46796e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 20V, Positive-QTOF	splash10-052o-5900000000-da70c4dd7160a5985917	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 40V, Positive-QTOF	splash10-0553-9800000000-b93e4ba8d0d2e13aade8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 10V, Negative-QTOF	splash10-000i-0900000000-e256e4b34c2e1cd9831e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 20V, Negative-QTOF	splash10-000i-0900000000-9fd65e76a42a9e2520f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one 40V, Negative-QTOF	splash10-000i-0900000000-caa664de02c7eba8df2d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015615

KNApSAcK ID

C00021958

Chemspider ID

35014200

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85517881

PDB ID

Not Available

ChEBI ID

168238

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one (HMDB0036685)

MOL for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

3D MOL for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

3D SDF for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

3D-SDF for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

PDB for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

3D PDB for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

SMILES for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

INCHI for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

Structure for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

3D Structure for HMDB0036685 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-dien-8-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra